Acetic Acid → HCID 53866074, compound
Reaction equation
[CH3:1][C:2]([CH2:8][CH2:9][CH2:10][CH:11]=[C:12]([CH3:15])[CH2:13][CH3:14])=[CH:3][C:4](OC)=[O:5].[H-].[Al+3].[Li+].[H-].[H-].[H-].C(O)(=O)C>CCOCC>[CH3:1][C:2]([CH2:8][CH2:9][CH2:10][CH:11]=[C:12]([CH3:15])[CH2:13][CH3:14])=[CH:3][CH2:4][OH:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2 g. of methyl 3,8-dimethyldeca-2,7-dienoate in 20 ml. of dry ether is added with stirring to 0.4 g. of lithium aluminum hydride covered in ether at 0°. After about one hour, 2.5 ml. of acetic acid is added. The mixture is washed with ice water and the ether phase dried and evaporated to yield 3,8-dimethyldeca-2,7-dien-1-ol which is treated with phosphorus tribromide to yield 1-bromo-3,8-dimethyldeca-2,7-diene.